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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423272Generated: November 2, 2026

Triethylamine → HCID 68278456, compound

https://huagongshe.com/reaction/1423272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-ChlorobenzoxazoleHCID 11986—
ReactantTrimethylsilylacetyleneHCID 66111—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDichloromethaneHCID 6344—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 68278456HCID 68278456—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of bis(triphenylphosphine)palladium(II) chloride (0.229 g, 0.326 mmol), triethylamine (1.815 mL, 13.02 mmol), copper(I) iodide (0.124 g, 0.651 mmol), trimethylsilylacetylene (29A, 1.645 mL, 11.72 mmol) and compound 28A (1.0 g, 6.51 mmol) in dichloroethane (10 mL) under an inert atmosphere was heated at 80° C. overnight. After the reaction was complete, the mixture was cooled, diluted with dichloromethane (10 mL), washed with aq. NaHCO3, dried (Na2SO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with 0-5% EtOAc/hexanes to give a mixture of Compound 29B (575 mg) and Compound 29C (200 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927559B2
Source datasetuspto-grants-2015_01
ORD IDord-165049813bab4a1cacc2175dfd1d5940
Source noteuspto-grants-2015_01